ID: ALA537668

Max Phase: Preclinical

Molecular Formula: C28H50ClN3O6

Molecular Weight: 523.72

Molecule Type: Small molecule

Representations

Canonical SMILES:  CNC(=O)CCCNC(=O)[C@H](C)C[C@H](O)[C@@H](N)C[C@H](Cc1ccc(OC)c(OCCCOC)c1)C(C)C.Cl

Standard InChI:  InChI=1S/C28H49N3O6.ClH/c1-19(2)22(16-21-10-11-25(36-6)26(17-21)37-14-8-13-35-5)18-23(29)24(32)15-20(3)28(34)31-12-7-9-27(33)30-4;/h10-11,17,19-20,22-24,32H,7-9,12-16,18,29H2,1-6H3,(H,30,33)(H,31,34);1H/t20-,22+,23+,24+;/m1./s1

Standard InChI Key:  RVLFDKRINKJMPX-QFUPZHBKSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 523.72

Molecular Weight (Monoisotopic): 523.3621

AlogP: 2.67

#Rotatable Bonds: 19

Polar Surface Area: 132.14

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.57

CX LogP: 1.81

CX LogD: -0.31

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.21

Np Likeness Score: 0.05

References

1. Göschke R, Stutz S, Rasetti V, Cohen NC, Rahuel J, Rigollier P, Baum HP, Forgiarini P, Schnell CR, Wagner T, Gruetter MG, Fuhrer W, Schilling W, Cumin F, Wood JM, Maibaum J..  (2007)  Novel 2,7-dialkyl-substituted 5(S)-amino-4(S)-hydroxy-8-phenyl-octanecarboxamide transition state peptidomimetics are potent and orally active inhibitors of human renin.,  50  (20): [PMID:17824679] [10.1021/jm070314y]

Source

Source(1):

• Scientific Literature